Search Boutique Hotels in Shelter Island

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Check availability on Shelter Island Boutique Hotels

Our top choices for Shelter Island boutique hotels

Exterior
Zey Hotel

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel
Garden
The Maidstone

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150)
"We had a wonderful stay "
United States
Sabrina
The price is ₹26,200
₹29,933 total
includes taxes & fees
24 Dec - 25 Dec
The Maidstone
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shelter Island Hotel Reviews

Hyatt Place Long Island East End

Hyatt Place Long Island East End

10/10 Excellent
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
Helen 1-night trip
Posted 2 weeks ago
Hyatt Place Long Island East End

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Frequently asked questions

What's there to see and do in Shelter Island?
Once you've decided where you'll stay in scenic Shelter Island, figure out some fun things to do on your trip. Experience the cultural highlights around Shelter Island with a visit to Railroad Museum of Long Island, Bay Street Theatre and LongHouse Reserve. You might also like to explore more of the area and take in additional sights like Sunset Beach, Crescent Beach and Guild Hall while you're here.
What kind of weather should I plan for when I travel to Shelter Island?
Understanding the weather in Shelter Island will help you enjoy your stay to the fullest. The hottest months are usually August and July, with an average temperature of 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.
What's the best way to get to my boutique hotel in Shelter Island?
You have a few options for travelling to and around Shelter Island. The nearest major airport is East Hampton, NY (HTO), which is located 8.8 mi (14.2 km) from the heart of the city, but Fishers Island, NY (FID-Elizabeth Field) may also be an option. If you'd like to venture out around the area, consider renting a car to explore more sights.